1L-(1,3/2)-1,7-di-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-(hydroxymethyl)cyclohex-5-ene-1,2-diol | 142967-93-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1L-(1,3/2)-1,7-di-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-(hydroxymethyl)cyclohex-5-ene-1,2-diol
• CAS: 142967-93-9
• 化学式: C₇₅H₆₄O₂₁
• 分子量: 1301.32
• InChiKey: UUNQGTUGUFWUNJ-INZXMTPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.84
• 重原子数：
  96.0
• 可旋转键数：
  23.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  267.55
• 氢给体数：
  1.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  1L-(1,3/2)-1,7-di-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-(hydroxymethyl)cyclohex-5-ene-1,2-diol 在 disodium hydrogenphosphate 、 sodium dihydrogenphosphate 、 间氯过氧苯甲酸 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以33%的产率得到1,2-anhydro-3,6-di-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-5a-carba-α-D-glucopyranose
  参考文献：
  名称：

  Synthesis of 2-O-(2-acetamido-2-deoxy-β-spD- glucopyranosyl)-5a-carba-α-spD-mannopyranose, and 5a-carba-2O- and 3,6-di-O-(α-d-mannopyranosyl)- α-spD-mannopyranoses

  摘要：

  Protected derivatives of the title carba-trisaccharide 1, and carba-disaccharides 4 and 6 have been synthesised by conventional glycosylation of the precursors 8, 9, or 22 of 5a-carba-alpha-D-mannopyranose with sugar halides. These are carba-sugar analogues of the oligosaccharide chains frequently occurring as structural units in biologically important glycoconjugates, and could be utilised as the building blocks for construction of higher carba-oligosaccharides of biological interest.

  DOI：

  10.1016/s0008-6215(00)90484-1
• 作为产物：
  描述：

  2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 、 1L-(1,3/2)-3-hydroxymethyl-1-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-5-cyclohexene-1,2-diol 在 calcium sulfate 、 氰化汞 作用下， 以 硝基甲烷 、 苯 为溶剂， 反应 3.0h， 以52%的产率得到1L-(1,3/2)-1,7-di-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-(hydroxymethyl)cyclohex-5-ene-1,2-diol
  参考文献：
  名称：

  Synthesis of 2-O-(2-acetamido-2-deoxy-β-spD- glucopyranosyl)-5a-carba-α-spD-mannopyranose, and 5a-carba-2O- and 3,6-di-O-(α-d-mannopyranosyl)- α-spD-mannopyranoses

  摘要：

  Protected derivatives of the title carba-trisaccharide 1, and carba-disaccharides 4 and 6 have been synthesised by conventional glycosylation of the precursors 8, 9, or 22 of 5a-carba-alpha-D-mannopyranose with sugar halides. These are carba-sugar analogues of the oligosaccharide chains frequently occurring as structural units in biologically important glycoconjugates, and could be utilised as the building blocks for construction of higher carba-oligosaccharides of biological interest.

  DOI：

  10.1016/s0008-6215(00)90484-1